Lemneolemnanes A-D, Four Uncommon Sesquiterpenoids from the Soft Coral Lemnalia sp

Yuan Zong; Tian-Yun Jin; Jun-Jie Yang; Kun-Ya Wang; Xing Shi; Yue Zhang; Ping-Lin Li

doi:10.3390/md22040145

Lemneolemnanes A-D, Four Uncommon Sesquiterpenoids from the Soft Coral Lemnalia sp

Mar Drugs. 2024 Mar 26;22(4):145. doi: 10.3390/md22040145.

Authors

Yuan Zong^{1

2}, Tian-Yun Jin³, Jun-Jie Yang^{1

2}, Kun-Ya Wang⁴, Xing Shi^{1

2}, Yue Zhang^{1

2}, Ping-Lin Li^{1

2}

Affiliations

¹ Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China.
² Laboratory of Marine Drugs and Biological Products, National Laboratory for Marine Science and Technology, Qingdao 266235, China.
³ Center for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California San Diego, La Jolla, CA 92093-0204, USA.
⁴ State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing 100050, China.

Abstract

Four undescribed sesquiterpenoids, lemneolemnanes A-D (1-4), have been isolated from the marine soft coral Lemnalia sp. The absolute configurations of the stereogenic carbons of 1-4 were determined by single-crystal X-ray crystallographic analysis. Compounds 1 and 2 are epimers at C-3 and have an unusual skeleton with a formyl group on C-6. Compound 3 possesses an uncommonly rearranged carbon skeleton, while 4 has a 6/5/5 tricyclic system. Compound 1 showed significant anti-Alzheimer's disease (AD) activity in a humanized Caenorhabditis elegans AD pathological model.

Keywords: Lemnalia sp.; anti-Alzheimer’s disease activity; sesquiterpenoids; soft coral.

MeSH terms

Alzheimer Disease / drug therapy
Animals
Anthozoa* / chemistry
Caenorhabditis elegans* / drug effects
Crystallography, X-Ray
Disease Models, Animal
Humans
Molecular Structure
Sesquiterpenes* / chemistry
Sesquiterpenes* / isolation & purification
Sesquiterpenes* / pharmacology

Substances

Sesquiterpenes

Grants and funding

42276088/the National Natural Science Foundation of China